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JOURNAL OF ORGANIC CHEMISTRY · 2022 · IF 4.198

Construction of Diverse N-Heterocycles by Formal (3 + 3) Cycloaddition of Naphthol/Thionaphthol/Naphthylamine and 1,3,5-Triazinanes

Xiang Liu,Yuhan Wang,Huitao Zheng,Junyan Huang,Zhengquan Su,Limin Zhao,Hua Cao

Here, we report a facile and metal-free method for the construction of dihydrooxazine derivatives via a formal (3 + 3) annulation reaction of naphthols and 1,3,5-triazinanes. The 1,3,5-triazinanes were utilized as a formal three-atom synthon (C–N–C) for cycloaddition. In addition, dihydrothiazine and tetrahydrobenzoquinazoline derivatives could also be produced in good yields by this strategy under catalyst-free and additive-free conditions.

研究领域: 有机化学 · 合成化学
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MICROCHEMICAL JOURNAL · 2022 · IF 5.304

A new anodic electrochemiluminescence of tris(2,2′- bipyridine)ruthenium(II) with 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide as a coreactant for determination of hydrogen peroxide

Shimeles Addisu Kitte,Fuad Abduro Bushira,Tesfaye Refera Soreta

Efficient coreactants are of high importance in electrochemiluminescence sensing. Herein, 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide was demonstrated as an effective coreactant for tris(2,2′-bipyridine)ruthenium(II) electrochemiluminescence system for the first time. The new electrochemiluminescence system showed a good sensing performance for H 2 O 2 on the basis of quenching of the electrochemiluminescence intensity. It allows the detection of H 2 O 2 in the dynamic range of 0.5–200 µM. The limit of detections for H 2 O 2 was 0.33 µM ( 3σ/m ). In addition, the developed ECL system exhibited satisfactory recoveries for H 2 O 2 sensing in real samples.

研究领域: 分析化学 · 生物传感
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LANGMUIR · 2023 · IF 3.9

Ordered Porous Layer Interferometry for Dynamic Observation of Non-Specific Adsorption Induced by 1-Ethyl-3-(3-(dimethylamino)propyl) Carbodiimide

Yu Zhang,Lu Wang,Ning Ma,Yizhen Wan,Xueyi Zhu,Weiping Qian

Nonspecific adsorption (NSA) seems to be an impregnable obstacle to the progress of the biomedical, diagnostic, microelectronic, and material fields. The reaction path of bioconjugation can alter the surface charge distribution on products and the interaction of bioconjugates, an ignored factor causing NSA. We monitored exacerbated NSA introduced by a 1-ethyl-3-(3-(dimethylamino)propyl) carbodiimide (EDC) addition reaction, which cannot be resistant to bovine serum albumin (BSA) or polyethylene glycol (PEG) antifouling coating and Tween-20. And the negative effects can be minimized by adding as low as 7.5 × 10–6 M N-hydroxysulfosuccinimide (sulfo-NHS). We applied ordered porous layer interferometry (OPLI) to sensitively evaluate the NSA that is difficult to measure on individual particles. Using the silica colloidal crystal (SCC) film with Fabry–Perot fringes as in situ and real-time monitoring for the NSA, we optimized the surface chemistry to yield a conjugate surface without variational charge distribution. In this work, we propose a novel approach from the perspective of the reaction pathway to minimize the NSA of solely EDC-induced chemistry.

CAS / MDL: 393781-70-9
研究领域: 生物医学工程 · 材料科学 · 分析化学 · 表面化学
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International Journal of Nanomedicine · 2019 · IF 4.471

Electrospun polycaprolactone/collagen nanofibers cross-linked with 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide/N-hydroxysuccinimide and genipin facilitate endothelial cell regeneration and may be a promising candidate for vascular scaffolds

Dian Chen,Tonghe Zhu,Wei Fu,Haibo Zhang

Purpose A promising vascular scaffold must possess satisfying mechanical properties, great hemocompatibility, and favorable tissue regeneration. Combining natural with synthetic materials is a popular method of creating/enhancing such scaffolds. However, the effect of additional modification on the materials requires further exploration. Materials and methods We selected polycaprolactone (PCL), which has excellent mechanical properties and biocompatibility and can be combined with collagen. Electrospun fibers created using a PCL/collagen solution were used to fashion mixed nanofibers, while separate syringes of PCL and collagen were used to create separated nanofibers, resulting in different pore sizes. Mixed and separated nanofibers were cross-linked with glutaraldehyde (GA), 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide (EDC), and genipin; hence, we named them as mixed GA, mixed EDC (ME), mixed genipin (MG), separated GA, separated EDC (SE), and separated genipin (SG). Results Fourier transform infrared (FTIR) spectroscopy and X-ray diffraction showed that cross-linking did not affect the main functional groups of fibers in all groups. ME, MG, SE, and SG met the requisite mechanical properties, and they also resisted collagenase degradation. In hemocompatibility assays, only ME and MG demonstrated ideal safety. Furthermore, ME and MG presented the greatest cytocompatibility. For vascular scaffolds, rapid endothelialization helps to prevent thrombosis. According to human umbilical vein endothelial cell migration on different nanofibers, ME and MG are also successful in promoting cell migration. Conclusion ME and MG may be promising candidates for vascular tissue engineering. The study suggests that collagen cross-linked by EDC/ N -hydroxysuccinimide or genipin facilitates endothelial cell regeneration, which could be of great benefit in tissue engineering of vascular scaffolds.

研究领域: 材料科学 · 组织工程 · 生物材料 · 生物医学工程
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JOURNAL OF MATERIALS SCIENCE · 2022 ·Vol. 57 ·期 28 ·13800-13813 · IF 4.682

Hyper-cross-linked porous polymers based on 1, 1, 1-trimethyl-3, 3, 3-triphenyldisiloxane and their applications in water treatment

Sun Menghui,Yan Cheng,Wu Yue,Li Mei,Chen Shiwei,Yang Zhizhou

A series of new hyper-cross-linked porous polymers (HCP-TTDs) were successfully prepared by the Friedel–Crafts alkylation reaction of 1, 1, 1-trimethyl-3, 3, 3-triphenyldisiloxane and formaldehyde dimethyl acetal (FDA). Nitrogen adsorption–desorption test showed that the BET specific surface areas of them were between 989 and 1285 m 2  g −1 . Furthermore, the prepared HCP-TTDs exhibited excellent adsorption capacities of organic dyes in aqueous solution (Malachite green: 2346 mg g −1 , Congo red: 2052 mg g −1 , and Rhodamine B: 1938 mg g −1 ). The adsorption behavior was well agreed with the pseudo-second-order model and Langmuir model. Additionally, the functionalization of HCP-TTDs could be realized by the condensation reaction of 3-(2-aminoethylamino)propyl-dimethoxymethylsilane (AAMD) and the alkali-treated porous polymer. The functionalized HCP-TTD displayed high adsorption performance for chromium ion, and the adsorption capacity was up to 76.9 mg g −1 , which is higher than many reported adsorbents. Therefore, HCP-TTDs are promising candidates for the removal of dyes and chromium ion from wastewater. Graphical abstract

研究领域: 材料科学 · 环境工程 · 化学
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PHYTOMEDICINE · 2025 · IF 8.3

Diabetic wound healing breakthrough: theaflavin-3, 3’-digallate nanoparticles@hydrogel activates the TGF-β1/SMAD3 pathway

Xu Dong,Jianyin Miao,Ling Wu,Ziyu Kong,Zenghui Liu,Diyi Jia,Qingqing Zhai,Dan Zhang,Yan Xu

Background Diabetes patients face an elevated wound infection susceptibility and delayed healing processes. Currently, no existing literature has reported on the effect and mechanism of theaflavin-3, 3’-digallate nanoparticles (TFDG NPS) and TFDG NPS@hydrogels on diabetic wounds. Purpose Given that the treatment options for diabetic wound are limited, the aim of this study is to develop an innovative therapeutic approach to address diabetic wounds. Methods The TFDG NPS were prepared using ionic cross-linking, and they were then characterized. The biocompatibility of the TFDG NPS and TFDG NPS@hydrogel was assessed using a Cell Counting Kit-8 (CCK-8) assay and live/dead staining on HK-2 cells in vitro . Diabetic ICR mice were induced through intraperitoneal injection of streptozocin (STZ). They were then subjected to the creation of two full-thickness wounds on their dorsal areas. The effect and mechanism of the TFDG NPS and TFDG NPS@hydrogel on wound healing in diabetic mice were evaluated using a histological analysis, a western blot analysis, and molecular docking. Results The optimal TFDG NPS proportion was found to be TFDG:Gelatin (Gel):Chitosan (CS) = 2:1:1. Images photographed using a transmission electron microscope (TEM) revealed that the TFDG NPS appeared spherical, with a diameter of approximately 140 ± 20 nm. The favorable bio-compatibility of the TFDG NPS and TFDG NPS@hydrogel was confirmed using cell experiments. Animal studies demonstrated that both the TFDG NPS and TFDG NPS@hydrogel enhanced collagen fiber accumulation and new blood vessel density, reduced F4/80 infiltration, and upregulated the expression levels of TGF-β1, SMAD3, Collagen I, and α-SMA. The potential mechanism may involve activation of the TGF-β1/SMAD3 pathway, stimulating the secretion of Collagen I and α-SMA, and thereby facilitating wound closure in diabetic mice. The molecular docking results confirmed a high affinity between TFDG and TGF-β1/SMAD3. Conclusion TFDG NPS and TFDG NPS@hydrogel promoted wound closure in diabetic mice through the TFG-β1/SMAD3 pathway, thus exhibiting promising therapeutic potential for diabetic wound treatment.

CAS / MDL: 18883-66-4
研究领域: 医学 · 生物材料学 · 分子生物学
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JOURNAL OF COLLOID AND INTERFACE SCIENCE · 2018 · IF 5.091

Efficient liquid-phase exfoliation of few-layer graphene in aqueous 1, 1, 3, 3-tetramethylurea solution

Qiang Wan,Huiyong Wang,Shuangyu Li,Jianji Wang

Liquid-phase exfoliation of graphite is a promising method to produce graphene in large quantities. Selection of the solvent is the most important factor in determining the productivity of liquid-phase exfoliation and stability of the graphene dispersion. However, only low concentrations of graphene dispersion have been achieved in most of the solvents, and the solvents usually employed are toxic up to now. To address the performance and environmental safety issues of solvent, renewable solvents water and 1, 1, 3, 3-tetramethylurea (TMU) are explored as a mixture to exfoliate graphite into graphene in the present work. It is found that water-TMU mixed solvent is a powerful solvent to obtain a few-layer graphene, and the yield at the water volume faction of 0.3 was 4.5 times that in neat N -methylpyrrolidinone (NMP). The solvent-cosolvent interactions (water-TMU heteroassociation) are a critical factor in the liquid-phase exfoliation of graphene. The results reported in this work may provide a guide to rational design of a sustainable solvent system and to improve the yield and stability of the exfoliated graphene.

CAS / MDL: 872-50-4 632-22-4
研究领域: 材料科学 · 化学工程
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MOLECULES · 2021 ·Vol. 26 ·期 11 ·3223 · IF 4.412

Copper-Catalyzed Synthesis of Axially Chiral Biaryls with Diaryliodonium Salts as Arylation Reagents

Ji-Wei Zhang,Shao-Hua Xiang,Shaoyu Li,Bin Tan

NOBIN and BINAM derivatives harboring biaryl frameworks are recognized as a class of important atropisomers with versatile applications. Here, we present an efficient synthetic route to access such compounds through copper-catalyzed domino arylation ofN-arylhydroxylamines orN-arylhydrazines with diaryliodonium salts and [3,3]-sigmatropic rearrangement. This reaction features mild conditions, good substrate compatibility, and excellent efficiency. The practicality of this protocol was further extended by the synthesis of biaryl amino alcohols.Keywords:NOBIN;BINAM;arylation;sigmatropic rearrangement;copper-catalysis

CAS / MDL: 497-19-8
研究领域: 有机化学 · 合成化学
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Science Advances · 2023 ·Vol. 9 ·期 1 · IF 13.6

Auxin promotes hypocotyl elongation by enhancing BZR1 nuclear accumulation in Arabidopsis

Zipeng Yu,Jinxin Ma,Mengyue Zhang,Xiaoxuan Li,Yi Sun,Mengxin Zhang,Zhaojun Ding

Auxin and brassinosteroids (BRs) are two major growth-promoting phytohormones that shape hypocotyl elongation; however, the cross-talk between auxin and BR in this process is not fully understood. In this study, we found that auxin-induced hypocotyl elongation is dependent on brassinazole-resistant 1 (BZR1), a core BR signaling component. Auxin promotes BZR1 nuclear accumulation in hypocotyl cells, a process dependent on mitogen-activated protein kinase 3 (MPK3) and MPK6, which are both activated by auxin and whose encoding genes are highly expressed in hypocotyls. We determined that MPK3/MPK6 phosphorylate and reduce the protein stability of general regulatory factor 4 (GRF4), a member of the 14-3-3 family of proteins that retain BZR1 in the cytoplasm. In summary, this study reveals the molecular mechanism by which auxin promotes hypocotyl elongation by enhancing BZR1 nuclear accumulation via MPK3/MPK6-regulated GRF4 protein stability.

研究领域: 植物生物学 · 分子生物学 · 激素信号
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INTERNATIONAL JOURNAL OF FOOD SCIENCE AND TECHNOLOGY · 2019 ·Vol. 55 ·期 4 ·1531-1538 · IF 2.281

The enzyme-oriented regulation of theaflavin-3, 3′-digallate synthesis and the accurate determination of its yield

Yangping Ding,Bingcan Chen,Huayi Suo,Huarong Tong

Summary Theaflavin-3,3′-digallate (TFDG) is the main product formed by oxidative condensation between (−)-Epigallocatechin-3-gallate (EGCG) and (−)-Epicatechin-3-gallate (ECG). Some sub-products, such as homo- and hetero-oligomers of EGCG and ECG, are also produced simultaneously, which significantly decreases the yield of TFDG. In general, the optimum temperature for TFDG synthesis is 20 °C below which can reduce its generation resulting in the coexistence of a large amount of unreacted substrates (ECG and EGCG). Therefore, a higher possibility of increasing the formation of TFDG could be achieved if a suitable synthetic method can be developed at a low temperature. Our results showed that simultaneous dropwise addition of both EGCG and ECG could markedly enhance the content of TFDG at ice bath. Using such technique, the production of TFDG increased by 47.60% as compared to the group synthesised under the optimum temperature. The absorbance of TFDG at 278 nm is 2.36 times higher than that of ECG with equimolar concentration. Therefore, a rapid, simple and accurate calculation method of TFDG yield was developed via the spectral correlation. Based on the counting method, the yield of TFDG was 30.58% by using the novel synthetic method of TFDG.

研究领域: 食品科学 · 植物化学
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Cell Reports · 2026 ·Vol. 45 ·期 4 · IF 7.7

Structural mechanism of 3′3′-cGAMP-induced filamentation and phospholipid hydrolysis by CapV in bacterial antiphage defense

Yun Lv,Sheng Liu,Qihai Wang,Jing Zhu,Yingxiang Hou,Haiyan Xu,Deyan Zhu,Yu Liu,Jing Wu,Changxin Wu,Guijun Shang,Hongxiang Lou,Defen Lu,Huiqing Yuan,Deyu Zhu

The cyclic-oligonucleotide-based antiphage signaling system (CBASS) protects bacteria from phage infection. In Vibrio cholerae , phage infection activates CD-NTase DncV to produce 3′3′-cGAMP, which triggers phospholipase CapV to degrade phosphatidylethanolamine and phosphatidylglycerol, the major phospholipids in the inner-membranes, thereby inducing cell death. However, how 3′3′-cGAMP activates CapV was unclear. Here we present crystal structures of inactive Acinetobacter baumannii CapV in apo and 3′3′-cGAMP-bound forms, along with cryo-EM structures of activated CapV-3′3′-cGAMP complex, with or without substrate dioleoylphosphatidyl-ethanolamine (DOPE). Apo-CapV forms symmetric dimers in a “closed” state. 3′3′-cGAMP binding drives lateral polymerization of dimers into filament assembly, inducing an “open” state that exposes the active site and substrate-binding cleft. DOPE binding further shifts CapV to an “ajar” state, where a Y-shaped cleft positions DOPE for hydrolysis via a conserved Ser/Asp catalytic dyad. This 3′3′-cGAMP-induced filamentation mirrors activation mechanisms of TIR-STING, TIR-SAVED, and mammalian STING, revealing a conserved signaling pattern across immune systems.

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MICROCHEMICAL JOURNAL · 2019 · IF 3.206

Simple and fast determination of biothiols using Fe3+-3, 3′, 5, 5′-tetramethylbenzidine as a colorimetric probe

Mengling Lin,Yingjie Guo,Zhiyong Liang,Xuesong Zhao,Jianan Chen,Yilin Wang

Biothiols, generally including glutathione (GSH), cysteine (CySH), and homocysteine (HcySH), are important biomarkers and closely related to many diseases. In this work, a simple method for the spectrophotometric determination of the three biothiols was developed. The proposed method was based on the fact that Fe 3+ could oxidize 3, 3′, 5, 5′-tetramethylbenzidine (TMB) to oxidized TMB (ox-TMB) and induce a blue color solution corresponding to an absorption peak centered at 652 nm. However, the introduction of a biothiol compound could cause the reduction of ox-TMB which resulted in a blue color fading and a decrease of the absorbance. Based on this finding, we developed a method for the determination of biothiols with the help of UV–vis spectroscopy, and the influence of different factors including pH, temperature, and incubation time was studied when glutathione worked as an example. The detection limits for GSH, CySH, and HcySH were 1.04, 0.82, and 2.09 μM, respectively. More importantly, the suggested method was successfully applied for the determination of GSH in human serum samples with the recovery of 97%–112%. This method is simple, fast and without the use of complicated nanomaterials .

研究领域: 分析化学 · 医学 · 生物学
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